Reaktion #1483077
ord-7d57691e8f6b4d8ca9c8631a0e278a01
Reaktionsgleichung
3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid methyl ester
sodium hydroxide
methanol
water
→
3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid
Ausbeute 98.0%
Edukte
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1Einengenconcentrated in vacuo
- 2workup.ADDITIONThe remaining residue was diluted with ethyl acetate (20 mL)
- 3Waschenwashed with 1N HCl (20 mL)
- 4TrocknenThe organic layer was dried over MgSO4
- 5Filtrationfiltered
- 6Einengenconcentrated
Vorschrift
A solution of 3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid methyl ester (69 mg, 0.17 mmol), sodium hydroxide (21 mg, 0.52 mmol), methanol (3 mL), water (1 mL) and THF (3 mL) was heated to 60° C. for 24 hr. The reaction solution was then cooled to room temperature and concentrated in vacuo. The remaining residue was diluted with ethyl acetate (20 mL) and washed with 1N HCl (20 mL). The organic layer was dried over MgSO4, filtered and concentrated to provide 3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid (64 mg, 98% yield).